Aerobic α,β-C(sp3)-H Bond Difunctionalization and C-N Bond Cleavage of Triethylamine: Difunctional Ammonium Iodide Enabling the Regioselective Synthesis of 4-Arylpyrimido[1,2-b]indazoles

被引:46
作者
Gao, Qinghe [1 ]
Han, Xinya [2 ]
Tong, Peiyuan [1 ]
Zhang, Zhiang [1 ]
Shen, Haotian [1 ]
Guo, Yanrong [2 ]
Bai, Suping [1 ]
机构
[1] Xinxiang Med Univ, Sch Pharm, Xinxiang 453003, Henan, Peoples R China
[2] Anhui Univ Technol, Sch Chem & Chem Engn, Maanshan 243002, Anhui, Peoples R China
基金
中国国家自然科学基金; 国家重点研发计划;
关键词
INACTIVATED CYCLIC AMINES; METAL-FREE SYNTHESIS; TERTIARY-AMINES; FUNCTIONALIZATION; DEHYDROGENATION; CONDENSATION; ALDEHYDES; RADICALS; ALCOHOLS; STRATEGY;
D O I
10.1021/acs.orglett.9b02218
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel method for the regioselective synthesis of 4-arylpyrimido[1,2-b]indazoles has been developed via the dual C(sp(3))-H bond functionalization and C-N bond cleavage of triethylamine. The elusive acyclic enamine intermediates are effectively in situ generated and captured by aromatic aldehydes to form a wide array of tricyclic products from 3-aminoindazoles under the NH4I-mediated aerobic oxidative conditions. This reaction features easily available feedstock, green and economic conditions, and valuable products.
引用
收藏
页码:6074 / 6078
页数:5
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